[(2-bromo-4,5-difluorobenzyl)oxy](tert-butyl)dimethylsilane

Base Information

• Chemical Name: [(2-bromo-4,5-difluorobenzyl)oxy](tert-butyl)dimethylsilane
• CAS No.: 1266727-98-3
• Molecular Formula: C₁₃H₁₉BrF₂OSi
• Molecular Weight: 337.28
• Mol file: 1266727-98-3.mol

Synonyms:[(2-bromo-4,5-difluorobenzyl)oxy](tert-butyl)dimethylsilane

Chemical Property of [(2-bromo-4,5-difluorobenzyl)oxy](tert-butyl)dimethylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(2-bromo-4,5-difluorobenzyl)oxy](tert-butyl)dimethylsilane

There total 2 articles about [(2-bromo-4,5-difluorobenzyl)oxy](tert-butyl)dimethylsilane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

(2-bromo-4,5-difluorophenyl)methanol (476620-55-0) + tert-butyldimethylsilyl chloride (18162-48-6) → [(2-bromo-4,5-difluorobenzyl)oxy](tert-butyl)dimethylsilane (1266727-98-3)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

DOI:10.1016/j.bmcl.2011.10.013

Reference yield:

2-bromo-4,5-difluorobenzoic acid (64695-84-7) → [(2-bromo-4,5-difluorobenzyl)oxy](tert-butyl)dimethylsilane (1266727-98-3)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethylsulfide borane complex / tetrahydrofuran / 2.5 h / Reflux

2: 1H-imidazole / N,N-dimethyl-formamide / 14 h / 20 °C

With 1H-imidazole; dimethylsulfide borane complex; In tetrahydrofuran; N,N-dimethyl-formamide;

Reference yield: 70.0%

4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester (1194488-90-8) + [(2-bromo-4,5-difluorobenzyl)oxy](tert-butyl)dimethylsilane (1266727-98-3) → 1-tert-butyl 3-ethyl 4-[2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4,5-difluorophenyl]-5,6-dihydro-1,3(2H)-pyridinedicarboxylate (1266727-99-4)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate; In ethanol; water; toluene; at 80 ℃; for 14h;

DOI:10.1016/j.bmcl.2011.10.013

upstream raw materials:

2-bromo-4,5-difluorobenzoic acid

(2-bromo-4,5-difluorophenyl)methanol

tert-butyldimethylsilyl chloride

Downstream raw materials:

1-tert-butyl 3-ethyl 4-[2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4,5-difluorophenyl]-5,6-dihydro-1,3(2H)-pyridinedicarboxylate